(R)-tert-butyl 3-cyano-1-(cyclopentylamino)-1-oxopropan-2-ylcarbamate → HCID 67224236, compound

HRID 1968230Notes

Reaction equation

HRID 1968230 reaction equation
[C:1]([CH2:3][C@@H:4]([NH:13]C(=O)OC(C)(C)C)[C:5]([NH:7][CH:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:6])#[N:2]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:13][C@H:4]([CH2:3][C:1]#[N:2])[C:5]([NH:7][CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12]1)=[O:6]

Participants

3

Reactant 1

HCID 67225088(R)-tert-butyl 3-cyano-1-(cyclopentylamino)-1-oxopropan-2-ylcarbamate

Product 1

HCID 67224236HCID 67224236, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A mixture of (R)-tert-butyl 3-cyano-1-(cyclopentylamino)-1-oxopropan-2-ylcarbamate and 50% TFA/DCM (10 mL) was stirred for 1 h. Following reaction, the mixture was concentrated to afford the title compound as a clear oil (TFA salt, 0.265 g, 41%). The product was pure by TLC (visualized by ninhydrin stain).

Workup

  1. customreaction
  2. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-0c10f4419b914016bb369fba3931ce62
Source dataset
uspto-grants-2013_04
Patent number
US08420816B2

Reaction notes

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